U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C6H3Cl3O
Molecular Weight 197.446
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2,4,5-TRICHLOROPHENOL

SMILES

OC1=C(Cl)C=C(Cl)C(Cl)=C1

InChI

InChIKey=LHJGJYXLEPZJPM-UHFFFAOYSA-N
InChI=1S/C6H3Cl3O/c7-3-1-5(9)6(10)2-4(3)8/h1-2,10H

HIDE SMILES / InChI

Molecular Formula C6H3Cl3O
Molecular Weight 197.446
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

2,4,5-Trichlorophenol is a grey flake or needle-shaped solid. It is used as an intermediate in the manufacture of the herbicide 2,4,5-Trichlorophenoxyacetic Acid (2,4,5-T) and as a fungicide and bactericide. 2,4,5-trichlorophenol (triclofenol piperazine, Ranestol) is an antifungal agent, which was also used against light hookworm infections. Thirty persons who were positive for hookworm eggs in their stools were treated with 50 mg/kg of triclofenol piperazine dissolved in 5 per cent polyethylene glycol Ranestol® in soft gelatin capsules. Nineteen of these showed 77 to 100 % reduction in egg count average when compared with the pre-treatment counts. Side reactions were limited to mild and transient nausea in 23, vomiting in 7, transient abdominal cramps and headache in 2 each. 2,4,5-trichlorophenol complexed with dicyclohexylamine was used for treatment of experimental mycosis. From the mycological and clinical evaluation the conclusion can be drawn that the effect of phenol in lipophilic ointment is comparable to that of clotrimazole.

Approval Year

PubMed

PubMed

TitleDatePubMed
Purification and Properties of Component B of 2,4,5-Trichlorophenoxyacetate Oxygenase from Pseudomonas cepacia AC1100.
1995 Sep
Life-cycle effects of sediment-associated 2,4,5-trichlorophenol on two groups of the midge Chironomus riparius with different exposure histories.
2001 Aug
Reactions of 2,4,6-trichlorophenol on model fly ash: oxidation to CO and CO2, condensation to PCDD/F and conversion into related compounds.
2001 Feb-Mar
Ultrasonic degradation of 2:4:6 trichlorophenol in presence of TiO2 catalyst.
2001 Jul
Purification and catalytic properties of the chlorophenol 4-monooxygenase from Burkholderia cepacia strain AC1100.
2001 Jun 11
Fate of the herbicides 2,4,5-T, atrazine, and DNOC in a shallow, anaerobic aquifer investigated by in situ passive diffusive emitters and laboratory batch experiments.
2001 Nov-Dec
Adsorption of phenols by papermill sludges.
2002
Sex ratios of children of Russian pesticide producers exposed to dioxin.
2002 Nov
Mixture toxicity of priority pollutants at no observed effect concentrations (NOECs).
2002 Oct
Polychlorinated dibenzo-p-dioxins and dibenzofurans in the air of Seveso, Italy, 26 years after the explosion.
2003 Apr 15
Enhancement of the ETS-10 titanosilicate activity in the shape-selective photocatalytic degradation of large aromatic molecules by controlled defect production.
2003 Feb 26
Treatment of trichlorophenol by catalytic oxidation process.
2003 May
Partial purification and characterisation of a 2,4,5-trichlorophenol detoxifying O-glucosyltransferase from wheat.
2003 Sep
2,4,5-T and 2,4,5-TCP induce oxidative damage in human erythrocytes: the role of glutathione.
2004
Chlorophenols identification in water using an electronic nose and ANNs (artificial neural networks) classification.
2004
Removal of water pollutants with activated carbons prepared from H3PO4 activation of lignin from kraft black liquors.
2004 Jul
Evidence for heterodimers of 2,4,5-trichlorophenol on planar lipid layers. A FTIR-ATR investigation.
2004 Jul 1
Narrow-band irradiation of a homologous series of chlorophenols on TiO2: charge-transfer complex formation and reactivity.
2004 Jul 6
Hydrophilic and hydrophobic sorption of organic acids by variable charge soils: effect of chemical acidity and acidic functional group.
2004 Oct 15
Automated on-line column-switching HPLC-MS/MS method with peak focusing for the determination of nine environmental phenols in urine.
2005 Aug 15
Determination of endocrine-disrupting compounds in cereals by pressurized liquid extraction and liquid chromatography-mass spectrometry. Study of background contamination.
2006 Dec 29
Measuring environmental phenols and chlorinated organic chemicals in breast milk using automated on-line column-switching-high performance liquid chromatography-isotope dilution tandem mass spectrometry.
2006 Feb 2
Fenton degradation of organic pollutants in the presence of low-molecular-weight organic acids: cooperative effect of quinone and visible light.
2006 Jan 15
Dechlorination of chlorophenols by magnesium-silver bimetallic system.
2006 Jul 1
Using the dual-mode model to describe adsorption of organic pollutants onto an organoclay.
2006 Jul 1
Role of plant activity and contaminant speciation in aquatic plant assimilation of 2,4,5-trichlorophenol.
2006 Jun
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Novel surfactant-based adsorbent material for groundwater remediation.
2007 Oct 1
Multi-substrate flavonol O-glucosyltransferases from strawberry (Fragaria x ananassa) achene and receptacle.
2008
Novel application of modified multiwalled carbon nanotubes as a solid phase extraction adsorbent for the determination of polyhalogenated organic pollutants in aqueous solution.
2008 Apr
Chlorinated dibenzo-p-dioxins, dibenzofurans, and biphenyl profiles of workers with trichlorophenol and pentachlorophenol exposures.
2008 Aug
Automated on-line column-switching HPLC-MS/MS method for measuring environmental phenols and parabens in serum.
2008 Aug 15
Factors related to dioxin and furan body levels among Michigan workers.
2008 Feb
Acidogenic sequencing batch reactor start-up procedures for induction of 2,4,6-trichlorophenol dechlorination.
2008 Mar
Dioxins and cardiovascular disease mortality.
2008 Nov
Solid phase extraction of polyhalogenated pollutants from freshwater using chemically modified multi-walled carbon nanotubes and their determination by gas chromatography.
2009 Apr
Patents

Sample Use Guides

Triclofenol piperazine was administered as a salt consisting of 82 per cent 2,4,5-triclofenol and 18 percent piperazine which was enclosed in a soft gelatin capsule consisting of a 5 per cent solution of the drug in polyethylene glycol 400. The capsules contained 250 or 100 mg. (base) of the salt. It was administered with Coca Cola which was followed by hard candy. Each patient received a single dose of 50 mg./kg. of body weight.
Route of Administration: Oral
2,4,5-trichlorophenol (2,4,5-TCP) at concentrations from 25-600 ppm increased the size and granularity of the lymphocytes. 2,4,5-TCP induced the strongest and 4,5-DCC induced the weakest changes in these parameters. Moreover, 2,4,5-TCP induced the greatest loss of lymphocyte viability, which was statistically significant at concentrations of 125 and 600 ppm.
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:37:06 GMT 2023
Edited
by admin
on Fri Dec 15 17:37:06 GMT 2023
Record UNII
32526637PN
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2,4,5-TRICHLOROPHENOL
HSDB   MI  
Systematic Name English
NSC-2266
Code English
DOWICIDE 2
Common Name English
2,4,5-TRICHLOROPHENOL [MI]
Common Name English
2,4,5-TRICHLOROPHENOL [HSDB]
Common Name English
2,4,5-TCP
Common Name English
TRICLOFENOL
Common Name English
COLLUNOSOL
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 64210
Created by admin on Fri Dec 15 17:37:06 GMT 2023 , Edited by admin on Fri Dec 15 17:37:06 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
202-467-8
Created by admin on Fri Dec 15 17:37:06 GMT 2023 , Edited by admin on Fri Dec 15 17:37:06 GMT 2023
PRIMARY
NSC
2266
Created by admin on Fri Dec 15 17:37:06 GMT 2023 , Edited by admin on Fri Dec 15 17:37:06 GMT 2023
PRIMARY
FDA UNII
32526637PN
Created by admin on Fri Dec 15 17:37:06 GMT 2023 , Edited by admin on Fri Dec 15 17:37:06 GMT 2023
PRIMARY
PUBCHEM
7271
Created by admin on Fri Dec 15 17:37:06 GMT 2023 , Edited by admin on Fri Dec 15 17:37:06 GMT 2023
PRIMARY
MERCK INDEX
m11078
Created by admin on Fri Dec 15 17:37:06 GMT 2023 , Edited by admin on Fri Dec 15 17:37:06 GMT 2023
PRIMARY Merck Index
HSDB
4067
Created by admin on Fri Dec 15 17:37:06 GMT 2023 , Edited by admin on Fri Dec 15 17:37:06 GMT 2023
PRIMARY
MESH
C009534
Created by admin on Fri Dec 15 17:37:06 GMT 2023 , Edited by admin on Fri Dec 15 17:37:06 GMT 2023
PRIMARY
WIKIPEDIA
2,4,5-Trichlorophenol
Created by admin on Fri Dec 15 17:37:06 GMT 2023 , Edited by admin on Fri Dec 15 17:37:06 GMT 2023
PRIMARY
CAS
95-95-4
Created by admin on Fri Dec 15 17:37:06 GMT 2023 , Edited by admin on Fri Dec 15 17:37:06 GMT 2023
PRIMARY
EPA CompTox
DTXSID4024359
Created by admin on Fri Dec 15 17:37:06 GMT 2023 , Edited by admin on Fri Dec 15 17:37:06 GMT 2023
PRIMARY
CHEBI
28520
Created by admin on Fri Dec 15 17:37:06 GMT 2023 , Edited by admin on Fri Dec 15 17:37:06 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
METABOLITE -> PARENT